You said you were using perl 5.26, but you showed 5.16.3; I tried on my 5.16.3 64-bit installation (your as shown is 32bit), but the Term::ReadKey worked there, too. Your Term::ReadKey version is 2.37, whereas mine is 2.37_01. Maybe Strawberry patched it (Term::ReadKey is in the "vendor/lib/Term/ReadKey.pm" of my Strawberry 5.26.0 64bit installation; when I look on cpan, Term::ReadKey lists 2.37, so that's why I assumed it was a strawberry patch), so you might want to verify that you've really got the strawberry installation you think you have (since you claimed 5.26, but showed 5.16.3).

I tried again, showing my whole sequence, trying with my default 5.26.0_64, the older 5.16.3_64, and just now also tried a 32bit version (5.26.1_32). All three worked for me. Two of the three were using Term::ReadKey version 2.37_01.

Mine:
C:\usr\local\share\PassThru\perl\perlmonks>perl -lE "use Term::ReadKey
+; say $Term::ReadKey::VERSION; say $INC{'Term/ReadKey.pm'}"
2.37_01
C:/usr/local/apps/berrybrew/perls/5.26.0_64_PDL/perl/vendor/lib/Term/R
+eadKey.pm

C:\usr\local\share\PassThru\perl\perlmonks>perl 1212444.pl
Test
Test
Exit With Key q

C:\usr\local\share\PassThru\perl\perlmonks>berrybrew use 5.16.3_64
perl-5.16.3_64
==============
Microsoft Windows [Version 10.0.16299.248]
(c) 2017 Microsoft Corporation. All rights reserved.


<berrybrew use 5.16.3_64>: run "exit" leave this environment
C:\usr\local\share\PassThru\perl\perlmonks>perl -lE "use Term::ReadKey
+; say $Term::ReadKey::VERSION; say $INC{'Term/ReadKey.pm'}"
2.30.02
C:/usr/local/apps/berrybrew/perls/5.16.3_64/perl/vendor/lib/Term/ReadK
+ey.pm


<berrybrew use 5.16.3_64>: run "exit" leave this environment
C:\usr\local\share\PassThru\perl\perlmonks>perl 1212444.pl
Test
Test
Exit With Key q


<berrybrew use 5.16.3_64>: run "exit" leave this environment
C:\usr\local\share\PassThru\perl\perlmonks>exit

Exiting <berrybrew use 5.16.3_64>
C:\usr\local\share\PassThru\perl\perlmonks>berrybrew use 5.26.1_32
perl-5.26.1_32
==============
Microsoft Windows [Version 10.0.16299.248]
(c) 2017 Microsoft Corporation. All rights reserved.


<berrybrew use 5.26.1_32>: run "exit" leave this environment
C:\usr\local\share\PassThru\perl\perlmonks>perl -lE "use Term::ReadKey
+; say $Term::ReadKey::VERSION; say $INC{'Term/ReadKey.pm'}"
2.37_01
C:/usr/local/apps/berrybrew/perls/5.26.1_32/perl/vendor/lib/Term/ReadK
+ey.pm


<berrybrew use 5.26.1_32>: run "exit" leave this environment
C:\usr\local\share\PassThru\perl\perlmonks>perl 1212444.pl
Test
Test
Exit With Key x


<berrybrew use 5.26.1_32>: run "exit" leave this environment
C:\usr\local\share\PassThru\perl\perlmonks>exit

Exiting <berrybrew use 5.26.1_32>
[download]

Right now, I'm leaning towards guessing there may have been a bug or Strawberry incompatibility in Term::ReadKey 2.37, which Strawberry patched in 2.37_01, but that you aren't using that because you're actually using an older Strawberry than you thought.